[Synthesis of a Kdo-containing pentasaccharide sequence of the inner core- and lipid A-region of lipopolysaccharides].
Coupling of methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-alpha-D-manno-2-octulopyranosyl) onate-(2----4)-methyl (5,7,8-tri-O-acetyl-3-deoxy-alpha-D-manno-octulopyranosyl bromide)onate with benzyl O-(methyl [3-deoxy-7,8,O-(tetraisopropyldisiloxan 1,3-diyl)-alpha-D-manno-octulopyranosylonate)-2-----6)-O-([( R)-3-benzyloxytetradecanoylamino]-2-deoxy-3,4-O-(tetraisopropyl disiloxan-1,3-diyl)-beta-D-glucopyranosyl)-(1----6)-3-O-benz yl- 2-[(R)-3-benzyloxytetradecanoylamino]-2-deoxy-alpha-D-glucopyranos ide gave stereo- and regio-selectively a pentasaccharide that was deprotected into alpha-Kdo-(2----4)-alpha-Kdo-(2----4)-alpha-Kdo-(2----6)-beta-D-GlcNh m-(1----6)-D-GlcNhm [Nhm = 2-deoxy-(R)-3-hydroxytetradecanoylamino].
Paulsen
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Institut für Organische Chemie der Universität Hamburg, Bundesrepublik, Deutschland.
Krogmann
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C
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D008050:Lipid A / Q000737:chemistry; D008070:Lipopolysaccharides / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013400:Sugar Acids / Q000737:chemistry
D008050:Lipid A; D008070:Lipopolysaccharides; D009844:Oligosaccharides; D013400:Sugar Acids; C002532:2-keto-3-deoxyoctonate
Synthese einer Kdo-haltigen Pentasaccharidsequenz der inneren Core- und Lipid A-Region von Lipopolysacchariden.